$61 Find Cheap Flights from Caribbean Islands to Washington, D.C.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Washington, D.C. departing on 11/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$158
Typical prices: $306-$484
Frontier
Thu 12/4Thu 12/11
SJU - IAD • Non-stop
Cheapest one-way
$61
Typical prices: $108-$251
Spirit Airlines
Sun 11/23
SJU - BWI • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean Islands to Washington, D.C.

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Washington, D.C. that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Washington, D.C.

Thu, Dec 4 - Thu, Dec 11
Frontier Logo
6:30 am - 9:43 amSJU-IAD
4h 13mnonstop
Frontier Logo
10:38 am - 3:32 pmIAD-SJU
3h 54mnonstop
$158Frontier
Find Deal
Thu, Nov 13 - Sun, Nov 16
Frontier Logo
3:45 pm - 6:41 pmSJU-IAD
3h 56mnonstop
Frontier Logo
7:26 pm - 12:18 amIAD-SJU
3h 52mnonstop
$166Frontier
Find Deal
Fri, Nov 21 - Mon, Nov 24
Spirit Airlines Logo
11:55 am - 11:17 pmSJU-BWI
12h 22m1 stop
Spirit Airlines Logo
7:30 am - 12:24 amBWI-SJU
15h 54m1 stop
$176Spirit Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
Spirit Airlines Logo
11:55 am - 11:17 pmSJU-BWI
12h 22m1 stop
Spirit Airlines Logo
11:13 am - 8:27 pmBWI-SJU
8h 14m1 stop
$186Spirit Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
JetBlue Logo
6:40 pm - 9:37 pmSJU-DCA
3h 57mnonstop
JetBlue Logo
8:00 am - 12:51 pmDCA-SJU
3h 51mnonstop
$197JetBlue
Find Deal
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
6:45 pm - 9:46 pmSJU-DCA
4h 01mnonstop
JetBlue Logo
8:00 am - 12:42 pmDCA-SJU
3h 42mnonstop
$198JetBlue
Find Deal
Thu, Nov 20 - Thu, Dec 11
United Airlines Logo
5:50 pm - 8:55 pmSJU-IAD
4h 05mnonstop
United Airlines Logo
5:32 pm - 10:22 pmIAD-SJU
3h 50mnonstop
$211United Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
American Airlines Logo
6:30 am - 4:50 pmSJU-DCA
11h 20m1 stop
American Airlines Logo
6:59 am - 5:03 pmDCA-SJU
9h 04m1 stop
$215American Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
7:07 am - 4:31 pmSJU-IAD
10h 24m1 stop
American Airlines Logo
11:34 am - 8:50 pmIAD-SJU
8h 16m1 stop
$215American Airlines
Find Deal
Thu, Nov 20 - Thu, Dec 11
United Airlines Logo
4:52 pm - 11:59 pmSJU-IAD
8h 07m1 stop
United Airlines Logo
5:32 pm - 10:22 pmIAD-SJU
3h 50mnonstop
$216United Airlines
Find Deal
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$61
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from San Juan Airport to Baltimore

FAQs for booking flights from Caribbean Islands to Washington, D.C.

  • How does KAYAK find such low prices on flights from Caribbean Islands to Washington, D.C.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Washington, D.C..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Washington, D.C.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington, D.C. from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Washington, D.C.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Washington, D.C. with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Washington, D.C.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Washington, D.C. from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean Islands to Washington, D.C.

 
Need help choosing which airline to fly with from Caribbean Islands to Washington, D.C.? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8001 reviews
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
7.3Food
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

Seats comfortable, service and food very mediocre, staff not very attentive, worse than many other our flights with Delta.

Overall good experience; however, there was one flight attendant who was rather rough compared to everyone else. Everything else was good: entertainment, food. Delta keeps on delivering! Thank you!

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

Flight was delayed for 5 hours because crew didn’t have enough time to rest - this seems like it could have been avoided with better scheduling. Food was not good.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

I would have liked an opportunity to move to a different seat ( even would have checked in my hand luggage)as I had health issues where I didn't have to clamber over the passenger next to me to for toilet use/ movement [ She was a highly unpleasant neighbor to sit next to]. In addition, I found that my European phone plan had run out of data and so I was not receiving emails from yourselves on airport wifi to be able to check in online and verifications difficult as did not accept the ticket number I had. I asked for an extra blanket but was told there was none. Then I saw other passengers receiving them. I couldn't eat the food and asked for snacks : Stewardess said " on the way" but they did not bring. The best bit was the check in process in Lisbon. Very efficient. However, I did not understand why we had to collect our bags at Washington then go through customs again. It was not explained. I also with my leg and health issue had approximately mile walk to the gate ( which then changed) . There appeared to be no moving walkways or help provided.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

We had a very long diversion and our food voucher didn’t work because the restaurants were closed

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

The boarding crew was incredibly helpful getting me on an earlier flight

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Prices for bags are extremely expensive and if you go higher on weight, the charge is ridiculous.

The flight was cancelled at the last minute. Will never fly Spirit again. Without a doubt the worst airline around.

My flight was delayed several times and eventually cancelled. Then the re-booked flight for 8pm was delayed multiple times over, and eventually it would have forced me to be at the airport for 9 hours. I accepted a rebook for the following day, fortunately I was able to stay with my friend again in New York, but if I didn’t have him as a resource it would have been much more upsetting.

Horrible, delay after delay due to our plane needing fuel.

Rough landings but comfortable and affordable if you can pack light

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

Traveling to a place near Washington, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Linthicum Heights
Springfield
Hanover
Gaithersburg
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Oxon Hill
Owings Mills
Glen Burnie
Ellicott City
Greenbelt
Colonial Beach
Edgewood
Pikesville
Hunt Valley
Lutherville Timonium
Stevensville
Hyattsville
Camp Springs
Capitol Heights
Westminster

Everything you need to know for your flight to Washington, D.C.

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Washington, D.C.. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.